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Esters of (2-hydroxy-3-oxo-cyclopent-1-enyl) acetic acid and their use for preparing (−)-R-homocitric acid gamma-lactone, (+)-S-homocitric acid gamma-lactone and the corresponding (−)-R-homocitric acid and (+)-S-homocitric acid salts
Esters of (2-hydroxy-3-oxo-cyclopent-1-enyl) acetic acid and their use for preparing (−)-R-homocitric acid gamma-lactone, (+)-S-homocitric acid gamma-lactone and the corresponding (−)-R-homocitric acid and (+)-S-homocitric acid salts
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机译:(2-羟基-3-氧代-环戊-1-烯基)乙酸酯及其在制备(-)- R I>-高酸γ-内酯,(+)-中的用途S I>-尿酸γ-内酯和相应的(-)- R I>-尿酸和(+)- S I>-尿酸盐
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摘要
Archiral (2-hydroxy-3-oxo-cyclopent-1-enyl) acetic acid) alkyl, alkylphenyl and phenyl esters, and a simple and efficient method for the synthesis of both enantiomers of homocitric acid gamma-lactone and the corresponding salts from these esters are described. The method is based on asymmetric oxidation of esters, and the steps of basic and acidic hydrolysis and final acidic lactonization of the homocitric acid into homocitric acid gamma-lactone. The homocitric acid salts are obtained after basic treatment of homocitric acid gamma-lactone. The esters, conditions and reagents used in chemical conversion and separating products are important constituents affording efficient and simple method for production of homocitric acid gamma-lactone and homocitric acid salts.
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